N-Benzylpiperazino derivatives of 3-nitro-4-hydroxycoumarin with H1 antihistamine and mast cell stabilizing properties

Abstract

In a small range finding study a number of N-benzylpiperazino derivates of 3-nitro-4-hydroxycoumarin have been shown to combine potent H1-antihistamine activity with that of mast cell stabilization as demonstrated by their activity as antagonists of histamine on guinea pig ileum and by their inhibition of the release of histamine in rat passive peritoneal anaphylaxis (PPA). The most potent compound, 1-[2-hydroxy-3-[(4-hydroxy-3-nitrocoumarin-7-yl)oxy]propyl]-4- (4-chlorobenzyl)piperazine, 30, had a pA2 of 9.0 against histamine on guinea pig ileum and inhibited histamine release in the rat PPA test with a potency similar to that of disodium cromoglycate.

Novel microtubule-targeted agent 6-chloro-4-(methoxyphenyl) coumarin induces G2-M arrest and apoptosis in HeLa cells

“…Coumarins have multiple biological activities [1] , including anticoagulant [2][3][4] , anti-inflammatory [5,6] , antimicrobial [7][8][9][10][11][12] , antioxidant [13][14][15][16] , antiallergic [17][18][19][20] , anti-HIV [21] , anticancer [22][23][24][25][26][27][28] and antiviral activities [29][30][31][32] . It has been suggested that alterations in the chemical structure of coumarins could change their cytotoxic properties.…”

Synthesis and Analgesic Activity of Some Condensed Analogs of Anpirtoline

“…The following starting compounds were prepared according to the previously described methods: piperidin-4-ylthiol [1] , 1-methylpiperidin-4-ylthiol [1,6] , 1-(3-chloropropyl)-4-phenylpiperazine [7] , 1-benzyl-4-(3-chloropropyl)piperazine [8] , 1-(4-chlorobenzyl)-4-(3-chloropropyl)piperazine [9] , 2-chloroquinoline [10] , 1-chloroisoquinoline [11] , 3-chloroisoquinoline [12] , 1,3-dichloroisoquinoline [12,13] , 1-chloro-3-methoxyisoquinoline [12] , 4-chloroquinazoline [14] , 2,4-dichloroquinazoline [15] , and 4-chlorophthalazine [16] .…”

Synthesis, characterization and in vitro antimicrobial screening studies of some pyridyl-coumarin compounds

“…Nitrogen and oxygen containing heterocyclic compounds like pyridine, coumarin etc., are always an attraction for researchers because of its efficiency towards various pharmacological usages [6,7]. Literature survey shows that large array of coumarin derivatives possess a variety of biological activities such as antihistaminic [8], anticancer [9], antifungal [10], analgesic [11], anti-tubercular [12], antioxidant [13], antimicrobial [14], anti HIV [15], etc. They are also used as herbicides [16], neuroimaging agent [17], fluorescent whitening agent [18], organic sensitizers in dye sensitized solar cells [19], etc.…”